Triethylamine → 2,2-Difluoro-5-methoxypentan-1-ol

HRID 568979Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 568979
C[Si](I)(C)C.[F:6][C:7]([F:22])([CH2:17][CH2:18][CH2:19][O:20][CH3:21])[CH2:8][O:9]CC1C=CC=CC=1.C(N(CC)CC)C>ClCCl>[F:6][C:7]([F:22])([CH2:17][CH2:18][CH2:19][O:20][CH3:21])[CH2:8][OH:9]

Komponenten

5

Edukt 3

HCID 8471TriethylamineHCID 85247Trimethylsilyl iodideHCID 201494942,2-Difluoro-1-benzyloxy-5-methoxypentane

Produkt 1

HCID 140975992,2-Difluoro-5-methoxypentan-1-olAusbeute 67,9 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel2×

Versuchsvorschrift

Trimethylsilyliodide (5.2 g, 26 mmoles) is added to a solution of 2,2-difluoro-1-benzyloxy-5-methoxypentane (6.3 g, 25.8 mmoles) in dry dichloromethane (30 ml), kept under nitrogen at room temperature. After standing for 1 hour at 25° C., the reaction mixture is treated with triethylamine (5 ml) during 1 hour, diluted with dichloromethane and washed with 1N HCl and twice with diluted brine. Bulb to bulb distillation of the crude oil obtained (4.2 g) (110°-150° C., 15 mm) gives the title compound (2.7 g, contaminated with 10% of 2,2-difluoro-1-benzyloxy-5-hydroxy pentane).

Aufarbeitung

  1. customkept under nitrogen at room temperature
  2. washwashed with 1N HCl and twice with diluted brine
  3. distillationBulb to bulb distillation of the crude oil
  4. customobtained (4.2 g) (110°-150° C., 15 mm)

Quellen und Nachweise

ORD-Eintrag
ord-34a24940a15c47168cff0f4638222e1b
Quelldatensatz
uspto-grants-1988_03
Patentnummer
US04730006

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